CA2801101C - Procede pour preparer un acide biphenyl-2-ylcarbamique - Google Patents

Procede pour preparer un acide biphenyl-2-ylcarbamique Download PDF

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Publication number
CA2801101C
CA2801101C CA2801101A CA2801101A CA2801101C CA 2801101 C CA2801101 C CA 2801101C CA 2801101 A CA2801101 A CA 2801101A CA 2801101 A CA2801101 A CA 2801101A CA 2801101 C CA2801101 C CA 2801101C
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compound
formula
conducted
yield
mixture
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CA2801101A
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English (en)
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CA2801101A1 (fr
Inventor
Pierre-Jean Colson
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Theravance Biopharma R&D IP LLC
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Theravance Biopharma R&D IP LLC
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Publication of CA2801101A1 publication Critical patent/CA2801101A1/fr
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
    • A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
    • A61K31/445—Non condensed piperidines, e.g. piperocaine
    • A61K31/4523—Non condensed piperidines, e.g. piperocaine containing further heterocyclic ring systems
    • A61K31/4545—Non condensed piperidines, e.g. piperocaine containing further heterocyclic ring systems containing a six-membered ring with nitrogen as a ring hetero atom, e.g. pipamperone, anabasine
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P11/00—Drugs for disorders of the respiratory system
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D211/36—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D211/40—Oxygen atoms
    • C07D211/44—Oxygen atoms attached in position 4
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D211/36—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D211/40—Oxygen atoms
    • C07D211/44—Oxygen atoms attached in position 4
    • C07D211/46—Oxygen atoms attached in position 4 having a hydrogen atom as the second substituent in position 4

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Animal Behavior & Ethology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Pulmonology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Epidemiology (AREA)
  • Hydrogenated Pyridines (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

L'invention concerne un procédé de préparation d'un produit intermédiaire utile dans la synthèse de l'ester 1-(2-{[4-(4-carbamoylpipéridin-1-ylméthyl) benzoyl]méthylamino}éthyl)pipéridin-4-ylique d'acide biphényl-2-ylcarbamique, et un procédé de préparation d'une base libre cristalline de l'ester.
CA2801101A 2010-07-13 2011-06-30 Procede pour preparer un acide biphenyl-2-ylcarbamique Active CA2801101C (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US36372510P 2010-07-13 2010-07-13
US61/363,725 2010-07-13
PCT/US2011/042530 WO2012009166A1 (fr) 2010-07-13 2011-06-30 Procédé pour préparer un acide biphényl-2-ylcarbamique

Publications (2)

Publication Number Publication Date
CA2801101A1 CA2801101A1 (fr) 2012-01-19
CA2801101C true CA2801101C (fr) 2018-01-16

Family

ID=44514976

Family Applications (1)

Application Number Title Priority Date Filing Date
CA2801101A Active CA2801101C (fr) 2010-07-13 2011-06-30 Procede pour preparer un acide biphenyl-2-ylcarbamique

Country Status (22)

Country Link
US (2) US8754225B2 (fr)
EP (1) EP2593429B1 (fr)
JP (2) JP5959117B2 (fr)
KR (1) KR101742253B1 (fr)
CN (1) CN102958916B (fr)
AU (1) AU2011279602B2 (fr)
BR (1) BR112013000877B1 (fr)
CA (1) CA2801101C (fr)
DK (1) DK2593429T3 (fr)
ES (1) ES2544287T3 (fr)
HK (1) HK1184145A1 (fr)
HR (1) HRP20150700T1 (fr)
HU (1) HUE027140T2 (fr)
IL (1) IL223328A (fr)
MX (1) MX2013000456A (fr)
PL (1) PL2593429T3 (fr)
PT (1) PT2593429E (fr)
RS (1) RS54201B1 (fr)
SG (1) SG186708A1 (fr)
SI (1) SI2593429T1 (fr)
SM (1) SMT201500204B (fr)
WO (1) WO2012009166A1 (fr)

Families Citing this family (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
TWI341836B (en) 2004-03-11 2011-05-11 Theravance Inc Biphenyl compounds useful as muscarinic receptor antagonists
MX2012000682A (es) 2009-07-15 2012-02-28 Theravance Inc Formas de bases libres cristalinas de un compuesto de bifenilo.
US11484531B2 (en) 2018-08-30 2022-11-01 Theravance Biopharma R&D Ip, Llc Methods for treating chronic obstructive pulmonary disease
CN110526859B (zh) * 2019-08-07 2021-03-12 山东百诺医药股份有限公司 一种瑞维那新中间体及其制备方法和瑞维那新的制备方法
WO2022049604A1 (fr) * 2020-09-05 2022-03-10 Cipla Limited Procédé de préparation de révéfénacine et de ses intermédiaires
CN112694434B (zh) * 2020-12-29 2023-06-16 浙江和泽医药科技股份有限公司 一种雷芬那辛新中间体及其活性亲电砌块和雷芬那辛的新制备方法
CN113121412A (zh) * 2021-04-20 2021-07-16 扬州中宝药业股份有限公司 一种雷芬那辛中间体的制备方法
US20240327352A1 (en) * 2021-07-17 2024-10-03 Msn Laboratories Private Ltd, R&D Center Novel process for the preparation of 1-(2-{4-[(4-carbamoylpiperidin-1-yl)methyl]- n-methylbenzamido}ethyl)piperidin-4-yl n-({1,1'-biphenyl}-2-yl)carbamate
KR102700997B1 (ko) * 2021-09-15 2024-08-30 (주)부흥산업사 (2S, 5R)-벤질-5-(t-부톡시카르보닐아미노)-2-메틸피페리딘-1-카르복실레이트의 제조방법
CN118401497A (zh) 2021-12-09 2024-07-26 医药化学公司 雷芬那辛的结晶型丙酮溶剂化物
CN114276290B (zh) * 2021-12-24 2024-05-28 浙江和泽医药科技股份有限公司 一种雷芬那辛无水晶型及其制备方法
CN115093365B (zh) * 2022-07-25 2023-07-25 沈阳药科大学 一种雷芬那辛的合成方法
CN116514704B (zh) * 2023-07-01 2023-09-29 北京远大九和药业有限公司 一种雷芬那辛中间体及其制备方法
CN117263848A (zh) * 2023-09-19 2023-12-22 山东京卫制药有限公司 一种雷芬那辛的吸入喷雾剂

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6816878B1 (en) * 2000-02-11 2004-11-09 Steven L. Zimmers Alert notification system
PE20040950A1 (es) * 2003-02-14 2005-01-01 Theravance Inc DERIVADOS DE BIFENILO COMO AGONISTAS DE LOS RECEPTORES ADRENERGICOS ß2 Y COMO ANTAGONISTAS DE LOS RECEPTORES MUSCARINICOS
US7228657B2 (en) 2003-07-10 2007-06-12 Controlled Environments Limited Climate control for a greenhouse
ES2329586T3 (es) * 2003-11-21 2009-11-27 Theravance, Inc. Compuestos que tienen actividad agonista del receptor beta2 adrenergico y antagonista del receptor muscarino.
TWI341836B (en) 2004-03-11 2011-05-11 Theravance Inc Biphenyl compounds useful as muscarinic receptor antagonists
US7659403B2 (en) * 2005-03-10 2010-02-09 Theravance, Inc. Biphenyl compounds useful as muscarinic receptor antagonists
TWI372749B (en) * 2005-03-10 2012-09-21 Theravance Inc Crystalline forms of a biphenyl compound
MX2012000682A (es) * 2009-07-15 2012-02-28 Theravance Inc Formas de bases libres cristalinas de un compuesto de bifenilo.

Also Published As

Publication number Publication date
AU2011279602A1 (en) 2013-02-21
SMT201500204B (it) 2015-10-30
SI2593429T1 (sl) 2015-10-30
JP5959117B2 (ja) 2016-08-02
IL223328A (en) 2015-07-30
CN102958916A (zh) 2013-03-06
KR20130129177A (ko) 2013-11-27
ES2544287T3 (es) 2015-08-28
HRP20150700T1 (hr) 2015-08-14
US9035061B2 (en) 2015-05-19
EP2593429B1 (fr) 2015-06-03
US8754225B2 (en) 2014-06-17
RS54201B1 (en) 2015-12-31
AU2011279602B2 (en) 2015-04-09
SG186708A1 (en) 2013-02-28
JP2015127342A (ja) 2015-07-09
KR101742253B1 (ko) 2017-05-31
CN102958916B (zh) 2015-03-25
HK1184145A1 (en) 2014-01-17
JP2013532631A (ja) 2013-08-19
PL2593429T3 (pl) 2015-10-30
US20120016130A1 (en) 2012-01-19
IL223328A0 (en) 2013-02-03
EP2593429A1 (fr) 2013-05-22
HUE027140T2 (hu) 2016-08-29
BR112013000877A2 (pt) 2016-05-17
BR112013000877B1 (pt) 2021-07-06
PT2593429E (pt) 2015-09-24
MX2013000456A (es) 2013-02-27
US20140121378A1 (en) 2014-05-01
WO2012009166A1 (fr) 2012-01-19
DK2593429T3 (en) 2015-09-07
CA2801101A1 (fr) 2012-01-19

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Effective date: 20160411